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| Day, Date - Event |
| Tuesday, December 1st - My Old Kentucky Home Wreath-Making Workshop |
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| Friday, December 4th - Kentucky Railway Museum’s North Pole Express |
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| Friday, December 4th - My Old Kentucky Home “Christmas with the Rowans” |
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| Friday, December 4th - Beautiful Music Of Christmas |
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| Saturday, December 5th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 5th - Santa on the Square |
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| Saturday, December 5th - Celebrate "Repeal Day" at the Kentucky Bourbon Marketplace |
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| Saturday, December 5th - Kentucky Railway Museum’s North Pole Express |
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| Saturday, December 5th - My Old Kentucky Home “Christmas with the Rowans” |
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| Saturday, December 5th - Civil War Reenactor Christmas at Old Bardstown Village |
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| Saturday, December 5th - My Old Kentucky Dinner Train's North Pole Express |
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| Saturday, December 5th - Beautiful Music Of Christmas |
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| Saturday, December 5th - Maker's Mark Distillery Candlelight Tours |
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| Sunday, December 6th - Skate With Santa |
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| Sunday, December 6th - My Old Kentucky Dinner Train's North Pole Express |
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| Sunday, December 6th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 6th - Kentucky Railway Museum’s North Pole Express |
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| Tuesday, December 8th - Trim-A-Tree Party |
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| Friday, December 11th - The Gifts of Music |
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| Friday, December 11th - Holiday Open House |
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| Friday, December 11th - Kentucky Railway Museum’s North Pole Express |
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| Friday, December 11th - My Old Kentucky Home Christmas Candlelight Tours |
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| Saturday, December 12th - Kentucky Railway Museum’s North Pole Express |
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| Saturday, December 12th - My Old Kentucky Home Christmas Candlelight Tours |
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| Saturday, December 12th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 12th - Santa on the Square |
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| Saturday, December 12th - Maker's Mark Distillery Candlelight Tours |
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| Saturday, December 12th - Christmas Tour of Homes |
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| Saturday, December 12th - My Old Kentucky Dinner Train's North Pole Express |
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| Saturday, December 12th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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| Sunday, December 13th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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| Sunday, December 13th - Kentucky Railway Museum’s North Pole Express |
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| Sunday, December 13th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 13th - My Old Kentucky Dinner Train’s North Pole Express |
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| Tuesday, December 15th - Wickland Board Meeting |
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| Friday, December 18th - Live Nativity |
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| Friday, December 18th - Kentucky Railway Museum’s North Pole Express |
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| Saturday, December 19th - Santa on the Square |
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| Saturday, December 19th - Kentucky Railway Museum’s North Pole Express |
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| Saturday, December 19th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 19th - Live Nativity |
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| Saturday, December 19th - My Old Kentucky Dinner Train's North Pole Express |
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| Sunday, December 20th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 20th - My Old Kentucky Dinner Train’s North Pole Express |
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| Sunday, December 20th - Live Nativity |
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| Sunday, December 20th - Kentucky Railway Museum’s North Pole Express |
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| Monday, December 21st - Kentucky Railway Museum’s North Pole Express |
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| Monday, December 21st - Kentucky Railway Museum's Santa Express |
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| Saturday, December 26th - My Old Kentucky Dinner Train's Murder Mystery |
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| Thursday, December 31st - My Old Kentucky Dinner Train's New Year's Eve Excursion |
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